1128-40-1

Basic information

• Product Name: METHYL ALPHA-D-FUCOPYRANOSIDE
• Synonyms: METHYL-6-DEOXY-ALPHA-D-GALACTOPYRANOSIDE;METHYL ALPHA-D-FUCOPYRANOSIDE;Methyla-D-fucopyranoside
• CAS NO: 1128-40-1
• Molecular Formula: C₇H₁₄O₅
• Molecular Weight: 178.18
• Mol File: 1128-40-1.mol
• Article Data: 58

Chemical Properties

• Appearance: /
• CAS DataBase Reference: METHYL ALPHA-D-FUCOPYRANOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL ALPHA-D-FUCOPYRANOSIDE(1128-40-1)
• EPA Substance Registry System: METHYL ALPHA-D-FUCOPYRANOSIDE(1128-40-1)

Safety Data

• Hazardous Substances Data: 1128-40-1(Hazardous Substances Data)

Usage

General Description

Methyl alpha-D-fucopyranoside is a chemical compound derived from the sugar fucose. It is a methylated form of alpha-D-fucopyranoside, which is a monosaccharide found in various natural products. METHYL ALPHA-D-FUCOPYRANOSIDE can be used as a reagent in organic synthesis, particularly in the preparation of fucose-containing oligosaccharides. Methyl alpha-D-fucopyranoside has potential applications in the food and pharmaceutical industries due to its ability to mimic the structure and function of fucose-containing molecules in biological systems. Additionally, it may have potential therapeutic uses in treatments for certain diseases and conditions.

Upstream product

• 7647-01-0 hydrogenchloride 
• 67-56-1 methanol 
• 2438-80-4 L-Fucose 
• 53942-13-5 Methyl 2,3,4-Tri-O-acetyl-6-deoxy-β-D-galactopyranoside 
• 1226-39-7 p-nitrophenyl-β-D-fucopyranoside 
• 1128-40-1 methyl β-L-fucopyranoside 
• 121043-13-8 merremoside c 
• 121043-12-7 merremoside a 
• 3615-37-0 D-Fucose 
• 617-04-9 (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol 
• 73139-31-8 methyl-2,3-di-O-acetyl-4-O-benzoyl-6-bromo-6-desoxy-α-D-altropyranoside 
• 26295-65-8 (4aR,6S,7S,8S,8aR)-7,8-Bis-(1-ethoxy-ethoxy)-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine 
• 6752-75-6 methyl-2,3-di-O-acetyl-4,6-O-benzylidene-α-D-altropyranoside 
• 2774-23-4 methyl 2-O-acetyl-4,6-O-benzylidene-α-D-mannopyranoside 

Downstream Products

• 14064-39-2 L-galacto-2,4,5-Trihydroxy-3-methoxy-hexanal 
• 3615-37-0 D-Fucose 
• 71772-35-5 methyl 6-deoxy-3,4-O-isopropylidene-α-D-galactopyranoside 
• 135041-33-7 methyl 3-O-benzyl-β-L-fucopyranoside 
• 14686-83-0 C₂₁H₂₂O₇ 
• 87171-57-1 methyl 2,3,4-tri-O-(p-bromobenzoyl)-β-L-fucopyranoside 
• 134645-97-9 methyl 2,3-di-O-benzoyl-6-deoxy-β-D-galactopyranoside 
• 93060-15-2 methyl (R)-3,4-O-benzylidene-α-D-fucopyranoside 
• 93060-14-1 methyl (S)-3,4-O-benzylidene-α-D-fucopyranoside 
• 13231-27-1 Methyl-2,3-di-O-benzyl-6-desoxy-α-D-galactopyranosid 
• 156769-28-7 methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-galactopyranoside 
• 53008-63-2 methyl 2,3,4,6-tetra-O-benzyl-α-D-galactopyranoside 
• 99310-36-8 methyl 6-deoxy-2,3-di-O-p-tolylsulfonyl-α-D-galactopyranoside 
• 74135-18-5 methyl 2-O-acetyl-α-D-fucopyranoside 

Relevant articles and documents

Rapid access to rare natural pyranosides using 1,2-diacetal protected intermediates

The synthesis of six rare methylpyranosides from common manno- and galacto-pyranoside starting materials has been achieved by the expedient use of 1,2-diacetal protecting group methodology highlighting its compatibility with a number of other common synthetic procedures.

Synthesis of Deoxyglycosides by Desulfurization under UV Light

This study was performed to develop a highly efficient method whereby desulfurization could be completed in 0.5 h under ultraviolet light, at room temperature, and in the presence of trialkylphosphine. Using this method, deoxyglycosides could be produced from sulfur-containing glycosides in almost quantitative yields. The much higher reactivity of desulfurization with triethylphosphine versus that with triethylphosphite is also discussed.

Direct glycosylation of unprotected and unactivated sugars using bismuth nitrate pentahydrate

Bi(NO3)3, a low-cost, mild, and environmentally green catalyst, has been successfully utilized for Fischer glycosylation for the synthesis of alkyl/aryl glycopyranosides by reacting unprotected sugars, namely, D-glucose, L-rhamnose, D-galactose, D-arabinose, and N-acetyl-D-glucosamine with various alcohols in good to excellent yields. The glycosides were formed with high α-selectivity. Further, an expedient separation of α- and β-glycosides using silver nitrate-impregnated silica gel flash liquid chromatography has been developed.